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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2009-04-06 16:21:18 UTC
Update Date2020-02-26 21:37:09 UTC
HMDB IDHMDB0012224
Secondary Accession Numbers
  • HMDB12224
Metabolite Identification
Common NameEmopamil
DescriptionEmopamil, also known as (+-)emopamil or levemopamil, belongs to the class of organic compounds known as phenylbutylamines. Phenylbutylamines are compounds containing a phenylbutylamine moiety, which consists of a phenyl group substituted at the fourth carbon by an butan-1-amine. Emopamil is a very strong basic compound (based on its pKa). In humans, emopamil is involved in the metabolic disorder called the child syndrome pathway.
Structure
Data?1582753029
Synonyms
ValueSource
(+-)EmopamilHMDB
2-Isopropyl-5-(methylphenethylamino)-2-phenylvaleronitrileHMDB
LevemopamilHMDB
Emopamil, (-)-isomerHMDB
Emopamil, (+)-isomerHMDB
2-Isopropyl-5(methylphen-ethylamino)-2-phenylvaleronitrile hydrochlorideHMDB
Emopamil, (+-)-isomerHMDB
Chemical FormulaC23H30N2
Average Molecular Weight334.4977
Monoisotopic Molecular Weight334.24089897
IUPAC Name5-[methyl(2-phenylethyl)amino]-2-phenyl-2-(propan-2-yl)pentanenitrile
Traditional Nameemopamil
CAS Registry Number78370-13-5
SMILES
CC(C)C(CCCN(C)CCC1=CC=CC=C1)(C#N)C1=CC=CC=C1
InChI Identifier
InChI=1S/C23H30N2/c1-20(2)23(19-24,22-13-8-5-9-14-22)16-10-17-25(3)18-15-21-11-6-4-7-12-21/h4-9,11-14,20H,10,15-18H2,1-3H3
InChI KeyDWAWDSVKAUWFHC-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylbutylamines. Phenylbutylamines are compounds containing a phenylbutylamine moiety, which consists of a phenyl group substituted at the fourth carbon by an butan-1-amine.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylbutylamines
Direct ParentPhenylbutylamines
Alternative Parents
Substituents
  • Phenylbutylamine
  • Phenylpropane
  • Phenethylamine
  • Aralkylamine
  • Tertiary aliphatic amine
  • Tertiary amine
  • Nitrile
  • Carbonitrile
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0042 g/LALOGPS
logP5.41ALOGPS
logP5.67ChemAxon
logS-4.9ALOGPS
pKa (Strongest Basic)9.76ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area27.03 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity106.8 m³·mol⁻¹ChemAxon
Polarizability40.65 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0005-2920000000-0f8171ce72f986b50786Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0019000000-d9c7d51dae7992aa00a7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0aor-0965000000-5bfe006a62e00aaa4fc6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-4910000000-8940118c0a757a892d40Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0009000000-5fe73ce9eb9cb8343db2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0159000000-808f91c86725a4d6aed0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0h03-6980000000-ccf42091fa8bd0c2bcd5Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028868
KNApSAcK IDNot Available
Chemspider ID64360
KEGG Compound IDC13766
BioCyc IDCPD-4543
BiGG IDNot Available
Wikipedia LinkEmopamil
METLIN IDNot Available
PubChem Compound71225
PDB IDNot Available
ChEBI ID388533
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available